Parasiticidal preparations



Patented Nov. 14, 1944 UNITED STATES. PATENT Comes PARASI'I'ICIDAL PREPARATIONS Elbert C. Ladd, Passaic, N. 1., assignor to United States Rubber Company, New York, N. Y., a corporation of New Jersey No Drawing. Application May-6,1943,

Serial No. 485,881

Claims.

This invention relates to new and useful improvements in parasiticidal preparations, more particularly to fungicides and insecticides, the latter term being considered to include larvicides and arachnicides, as well as insectifuges and larvifuges. The invention further relates to methods of protecting organic material subject to attack by microorganisms, as in the immunizins of seed, and the mildewproofing of fabrics and other materials.

I have found that 2,3,5,5,6,6'-hexachlom-2- cyclohexenedione-L4 is an effective fungicide and insecticide. The structure of the compound may be represented asfollows:

The compound and method of preparation are described by Zincke and Fuchs in Annalen der Chemie, vol. 267, page 15, (1892).

The 23,5,5,6,6-hexachloro-2-cyclohexenedione- 1.4 may be used as a seed protectant and to protect plants or soil from organisms harmful to seeds and plants. It may also be applied to preof, for example, mildew on rope, wood, fur, hair,

feathers, cotton, wool, leather, rubber, rubberized or synthetic resin-coated fabrics, and the like. The 23,5,5,6,6-hexachloro 2-cyclohexenedione- 1,4 may be applied as dust or sprays or in solution in a suitable solvent. It may be applied diluted or undiluted, or mixed with carrier, or other fungicides or insecticides, fertilizers, hormones,

buffering or safening agents.

The following examples are given to illustrate the invention:

' Example I the -2,3,5,5,6,6-hexachloro-2-cyclohexenedione-1.4

vent or retard fungus growth and the formation and grown to healthy seedlings, whereas only 23% of the untreated seeds had germinated. The seeds and seedlings were observed to be infected with Puthium ultimum which had caused seed and seedling rot, whereas those which were treated with 23,5,5,6,6-hexachloro-2-cyclohexmethane-1,4 were found to be free of this disease.

Example II The arachnicidal properties of 2,3,5,5,6,6-hexachloro-2-cyclohexenedione-1,3 are shown by the following test:

1 partby weight of 2,3,5,5,6,6-hexachloro-2- cyclohexenedione-IA was suspended in 200 parts of water which contained part of Nacconal (wetting agent). The dispersion was then sprayed on bean plants heavilyinfested with red spiders. Counts taken '72 hours after spraying showed that "14% of the spiders had been killed while control plants which had been sprayed with water containing 25% of Nacconal but without showed 10% dead.

Example III The repel1ent properties of 2,3,5,5,6,6-hexachloro-2-cyclohexenedione-1,4 are shown by the following test:

4 pieces of .woolen cloth 1%! :4" were immersed in a 5% solution by weight of the chemical in alcohol until saturated with the solution,

then removed, air-dried to remove the alcohol, and each placed in a separate covered petri dish containing 5 black carpet beetle larvae, and allowed to stand in a dark place at room temperature for three weeks. Four similar pieces of untreated woolen cloth were placed in separate petrl dishes, each containing'nve black carpet beetle 40 larvae and-then allowed to stand for three weeks under equal conditions. At the end of this period it was found that no surface feeding had occurred on the treated samples, whereas very heavy feeding had occurred on the untreated samples.

4 Furthermore, 60% of the larvae exposed to the treated samples were dead, whereas there was no mortalityin the larvae exposed to the untreated samples.

Having thu described my invention, what I claim and desire to protect by Letters Patent is:

l. A fungicidal composition comprising a carrier and 2,3,5,5,6,6-hexachloro-2-cyc1ohexenecliche-1,4 as an essential active ingredient.

2. The method of protecting organic material -56 subject to attack by microorganisms which comprises treating said organic material with 2,3,5,5,6,6-hexachloro-2-cyclohexenedione-1,4;'

3. The method of protecting seeds, plants and soil subject to attack by fungi and insects which comprises treating said material with 2,3,5,5,6,6-

hexachloro-2-cyclohexenedione-1,4.

4. The method of immunizing seed which com- 

